Subsite requirements for peptide aldehyde inhibitors of human calpain I

被引：43

作者：

Iqbal, M ^{[1
]}

Messina, PA ^{[1
]}

Freed, B ^{[1
]}

Das, M ^{[1
]}

Chatterjee, S ^{[1
]}

Tripathy, R ^{[1
]}

Tao, M ^{[1
]}

Josef, KA ^{[1
]}

Dembofsky, B ^{[1
]}

Dunn, D ^{[1
]}

Griffith, E ^{[1
]}

Siman, R ^{[1
]}

Senadhi, SE ^{[1
]}

Biazzo, W ^{[1
]}

BozyczkoCoyne, D ^{[1
]}

Meyer, SL ^{[1
]}

Ator, MA ^{[1
]}

Bihovsky, R ^{[1
]}

机构：

[1] CEPHALON INC,W CHESTER,PA 19380

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1997年 / 7卷 / 05期

关键词：

D O I：

10.1016/S0960-894X(97)00063-2

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Dipeptide and tripeptide aldehydes have been evaluated as inhibitors of human calpain I. Dipeptide aldehydes are generally equipotent with tripeptide aldehydes. Calpain I possesses a rather stringent requirement for Leu at P-2, but accepts a variety of capping groups and amino acids at P-1 and P-3. Several new peptide aldehydes that are more potent than previously reported calpain I inhibitors have been identified. (C) 1997 Elsevier Science Ltd.

引用

收藏

页码：539 / 544

页数：6

相关论文

共 20 条

[1] ALPHA-DIKETONE AND ALPHA-KETO ESTER DERIVATIVES OF N-PROTECTED AMINO-ACIDS AND PEPTIDES AS NOVEL INHIBITORS OF CYSTEINE AND SERINE PROTEINASES [J].

ANGELASTRO, MR ;

MEHDI, S ;

BURKHART, JP ;

PEET, NP ;

BEY, P .

JOURNAL OF MEDICINAL CHEMISTRY, 1990, 33 (01) :11-13

[2]

FEHRENTZ JA, 1983, SYNTHESIS-STUTTGART, P676

[3] CHARACTERIZATION OF A CONTINUOUS FLUOROGENIC ASSAY FOR CALPAIN-I - KINETIC EVALUATION OF PEPTIDE ALDEHYDES, HALOMETHYL KETONES AND (ACYLOXY)METHYL KETONES AS INHIBITORS OF THE ENZYME [J].

HARRIS, AL ;

GREGORY, JS ;

MAYCOCK, AL ;

GRAYBILL, TL ;

OSIFO, IK ;

SCHMIDT, SJ ;

DOLLE, RE .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1995, 5 (04) :393-398

[4] NEUROPROTECTION WITH A CALPAIN INHIBITOR IN A MODEL OF FOCAL CEREBRAL-ISCHEMIA [J].

HONG, SC ;

GOTO, Y ;

LANZINO, G ;

SOLEAU, S ;

KASSELL, NF ;

LEE, KS .

STROKE, 1994, 25 (03) :663-669

[5] AN IMPROVED PROCEDURE FOR THE PREPARATION OF THE DESS-MARTIN PERIODINANE [J].

IRELAND, RE ;

LIU, LB .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (10) :2899-2899

[6] STUDIES OF A CALCIUM-ACTIVATED NEUTRAL PROTEASE FROM CHICKEN SKELETAL-MUSCLE .1. PURIFICATION AND CHARACTERIZATION [J].

ISHIURA, S ;

MUROFUSHI, H ;

SUZUKI, K ;

IMAHORI, K .

JOURNAL OF BIOCHEMISTRY, 1978, 84 (01) :225-230

[7] OPTICALLY-ACTIVE N-PROTECTED ALPHA-AMINO ALDEHYDES IN ORGANIC-SYNTHESIS [J].

JURCZAK, J ;

GOLEBIOWSKI, A .

CHEMICAL REVIEWS, 1989, 89 (01) :149-164

[8]

KAJIWARA Y, 1987, BIOCHEM INT, V15, P935

[9] CELL-PENETRATING INHIBITORS OF CALPAIN [J].

MEHDI, S .

TRENDS IN BIOCHEMICAL SCIENCES, 1991, 16 (04) :150-153

[10] Biologically active monomeric and heterodimeric recombinant human calpain I produced using the baculovirus expression system [J].

Meyer, SL ;

BozyczkoCoyne, D ;

Mallya, SK ;

Spais, CM ;

Bihovsky, R ;

Kawooya, JK ;

Lang, DM ;

Scott, RW ;

Siman, R .

BIOCHEMICAL JOURNAL, 1996, 314 :511-519